期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 44, 页码 11834-11839出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201407092
关键词
arginine; host-guest systems; molecular recognition; oligoamide macrocycles; supramolecular gels
资金
- National Natural Science Foundation of China [21172158, 31170675, 21073125]
- Doctoral Program of the Ministry of Education of China [20130181110023]
- National Science Foundation for Fostering Talents in Basic Research of the National Natural Science Foundation of China [J1210004, J1103315]
- Open Project of State Key Laboratory of Supramolecular Structure and Materials [SKLSSM201408]
- Open Project of State Key Laboratory of Structural Chemistry [20140013]
A unique supramolecular two-component gelation system was constructed from amphiphilic shape-persistent cyclo[6]aramides and diethylammonium chloride (or triethylammonium chloride). This system has the ability to discriminate native arginine from 19 other amino acids in a specific fashion. Cyclo[6]aramides show preferential binding for the guanidinium residue over ammonium groups. This specificity was confirmed by both experimental results and theoretical simulations. These results demonstrated a new modular displacement strategy, exploring the use of species-binding hydrogen-bonded macrocyclic foldamers for the construction of two-component gelation systems for selective recognition of native amino acids by competitive host-guest interactions. This strategy may be amenable to developing a variety of functional two-component gelators for specific recognition of various targeted organic molecular species.
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